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Currently you are able to watch "The City" streaming on CTV for free with ads or buy it as download on Apple TV.
The City is available to watch for free today. If you are in Canada, you can:
The City is an American reality television series that originally aired on MTV from December 29, 2008 until July 13, 2010. Developed as the spin-off of The Hills, the series aired two seasons and focused on the personal and professional lives of several young women residing in New York City, New York. The series originally focused on Whitney Port, who appeared in its predecessor, as she began employment with Diane von Fürstenberg. It additionally placed emphasis on her workplace rival Olivia Palermo, Port's boyfriend Jay Lyon, his roommate Adam Senn, and her friend Erin Lucas. The latter three were replaced by Port's roommate Roxy Olin and Palermo's enemy Erin Kaplan for the second half of the first season.